US2003166622A1PendingUtilityA1

Vitamin D derivatives with acyloxy groups in the side chains, process for their production, and the use for the production of pharmaceutical agents

Assignee: SCHERING AGPriority: Nov 13, 2001Filed: Nov 13, 2002Published: Sep 4, 2003
Est. expiryNov 13, 2021(expired)· nominal 20-yr term from priority
A61P 35/02C07C 2601/14C07C 2601/02C07C 2602/24C07C 401/00A61P 37/06A61K 31/59
37
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Claims

Abstract

The invention relates to vitamin D derivatives of general formula I, process for production, and the use for the production of pharmaceutical agents.

Claims

exact text as granted — not AI-modified
1 . Vitamin D derivatives of general formula I,  
       
         
           
           
               
               
           
         
       
       in which 
 R 1  and R 2  each mean a hydrogen atom or together an exocyclic methylene group,  
 R 3  and R 4 , independently of one another, mean a hydrogen atom, a fluorine or chlorine atom, an alkyl group with 1 to 4 carbon atoms, together a methylene group or together with quaternary carbon atom 20 a 3- to 7-membered, saturated or unsaturated carbocyclic ring,  
 A means a group —C(X)—R 5 , —C(X)—NH—R 5 , —C(X)—N(R 5 ) 2 , —P(O)—(OR 5 ) 2 , —SO 2 —OR 5 ,  
 X stands for an oxygen atom or a sulfur atom,  
 R 5  means a straight-chain or branched, saturated or unsaturated alkyl chain with 1 to 10 carbon atoms, which optionally can be substituted by 1-3 hydroxy groups, a group COOR 12 , a group CONR 10 R 11 , a group P(O)(OR 10 ) 2 , P(O)(NR 10 R 11 ) 2 , SO 3 R 10 , S(O) 2 NR 10 R 11 , an N(R 10 R 11 ) group, whereby 
 R 10  and R 11 , independently of one another, mean hydrogen or a straight-chain or branched, saturated or unsaturated alkyl chain with 1 to 10 carbon atoms, but R 10  and R 11  cannot simultaneously mean hydrogen,  
 an aromatic or heteroaromatic radical with 5-12 carbon atoms, which optionally can be substituted with nitro groups, with optionally 1-2 substituted C 1 -C 6  alkyl groups, trihaloalkyl groups or alkoxy groups or halogen atoms, or an optionally substituted phenyl radical, benzyl radical or a 2-, 3- or 4-pyridyl radical,  
 
 Y 1  and Y 2 , independently of one another, each mean a hydrogen atom or a group —C(O)R 6 , whereby 
 R 6  stands for an aromatic or heteroaromatic radical with 5 to 12 C atoms, or for an aliphatic, straight-chain or branched, saturated or unsaturated C 1 -C 12  alkyl radical, which optionally is interrupted by 1-2 oxygen atoms, 1-2 sulfur atoms and/or 1-2 NH groups and/or optionally is substituted by 1-2 hydroxy groups, 1-2 amino groups, 1-2 SH groups, 1-2 COOH groups and/or 1-2 phenyl groups,  
 
 Z means a straight-chain or branched, saturated or unsaturated 1-oxoalkyl group with 2 to up to 12 carbon atoms, a 1-oxo-(C 3 -C 7 )-cycloalkyl group, a benzoyl group, a 2-pyridylcarbonyl group, or a group CN, COOR 7 , COSR 7 , CONHR 7 , CONR 7 R 8 , whereby 
 R 7  and R 8 , independently of one another, stand for a hydrogen atom or a saturated or unsaturated alkyl group with 1 to 8 C atoms,  
 a cycloalkyl group with 3 to 8 carbon atoms,  
 a saturated or unsaturated alkyl group with 1 to 12 C atoms, which can have hydroxy or amino groups that are optionally substituted by A at any positions 1-3, halogen atoms or carboxylic acid esters or -amide units, and optionally is linked by a carbonyl group, a hydroxymethylene group or an ethenyldiyl unit (—CH═CH—, E— or Z-geometry) with carbon atom 25,  
 or a carbocyclic or heterocyclic optionally aromatic or heteroaromatic ring with 5- or 6-ring members, or a condensed ring system that consists of a 5- and a 6-membered ring or two 6-membered rings, which can be substituted by one or more halogen atoms, one or more hydroxy groups, one or more COOR 6  groups, 1-3 C 1 -C 5  perfluoroalkyl groups, one or more C 1 -C 5  alkyl groups, which in turn can be substituted by one or more halogen atoms, C 1 -C 6  alkoxy groups and/or COOR 9  groups and/or can be interrupted by oxa, thia or aza functions, sulfoxy or sulfone groups, whereby  
 R 9  stands for a C 1 -C 6  alkyl group, a benzyl group or a phenyl group, as well as all possible epimers or diastereomers and mixtures thereof.  
 
 
     
     
         2 . Vitamin D derivatives according to  claim 1 , in which 
 R 1  and R 2  each mean a hydrogen atom or together an exocyclic-methylene group,    R 3  and R 4 , independently of one another, mean a hydrogen atom, an alkyl group with 1 to 4 carbon atoms, together a methylene group or together with quaternary carbon atom 20 a 3-membered, saturated or unsaturated carbocyclic ring,    A means a group —C(X)—R 5 , —C(X)—NH—R 5 , or —C(X)—N(R 5 ) 2 ,    X stands for an oxygen atom,    R 5  means a straight-chain or branched, saturated or unsaturated alkyl chain with 1 to 10 carbon atoms, which optionally can be substituted by 1-3 hydroxy groups, a group COOR 12 , a group CONR 10 R 11 , an N(R 10 R 11 ) group, whereby 
 R 10  and R 11  independently of one another, mean hydrogen or a straight-chain or branched, saturated and unsaturated alkyl chain with 1 to 10 carbon atoms, but R 10  and R 11  cannot simultaneously mean hydrogen,  
 an aromatic or heteroaromatic radical with 5-12 carbon atoms, which optionally can be substituted with nitro groups, with optionally 1-2 substituted C 1 -C 5  alkyl groups, trihaloalkyl groups or alkoxy groups or halogen atoms, or an optionally substituted phenyl radical, benzyl radical or a 2-, 3- or 4-pyridyl radical,  
   Y 1  and Y 2 , independently of one another, each mean a hydrogen atom or a group —C(O)R 6 , whereby 
 R 6  stands for an aromatic or heteroaromatic radical with 5 to 12 C atoms, or for an aliphatic, straight-chain or branched, saturated or unsaturated C 1 -C 12  alkyl radical, which optionally is interrupted by 1-2 oxygen atoms, 1-2 sulfur atoms and/or 1-2 NH groups and/or optionally is substituted by 1-2 hydroxy groups, 1-2 amino groups, 1-2 SH groups, 1-2 COOH groups and/or 1-2 phenyl groups,  
   Z means a straight-chain or branched, saturated or unsaturated 1-oxoalkyl group with 2 to up to 12 carbon atoms, a 1-oxo-(C 3 -C 7 )-cycloalkyl group, a benzoyl group, a 2-pyridylcarbonyl group, or a group CN, COOR 7 , COSR 7 , CONHR 7 , CONR 7 R 8 , whereby 
 R 7  and R 8 , independently of one another, stand for a hydrogen atom or a saturated or unsaturated alkyl group with 1 to 8 C atoms,  
 a cycloalkyl group with 3 to 8 carbon atoms,  
 a saturated or unsaturated alkyl group with 1 to 12 C atoms, which can have hydroxy or amino groups that are optionally substituted by A at any positions 1-3, halogen atoms or carboxylic acid esters or -amide units, and optionally is linked by a carbonyl group, a hydroxymethylene group or an ethenyldiyl unit (—CH═CH—, E— or Z-geometry) with carbon atom 25,  
 or a carbocyclic or heterocyclic optionally aromatic or heteroaromatic ring with 5- or 6-ring members, or a condensed ring system that consists of a 5- and a 6-membered ring or two 6-membered rings, which can be substituted by one or more halogen atoms, one or more hydroxy groups, one or more COOR 6  groups, 1-3 C 1 -C 5  perfluoroalkyl groups, one or more C 1 -C 5  alkyl groups, which in turn can be substituted by one or more halogen atoms, C 1 -C 6  alkoxy groups and/or COOR 9  groups and/or can be interrupted by oxa, thia or aza functions, sulfoxy or sulfone groups, whereby  
 R 9  stands for a C 1 -C 6  alkyl group, a benzyl group or a phenyl group, as well as all possible epimers or diastereomers and mixtures thereof.  
   
     
     
         3 . Compounds according to one of the preceding claims, characterized in that R 5  means a straight-chain or branched, saturated or unsaturated alkyl chain with 1 to 10 carbon atoms, an aromatic or heteroaromatic radical with 5-12 carbon atoms, which optionally can be substituted with 1-2 optionally substituted C 1 -C 6  alkyl groups, or an optionally substituted phenyl radical, benzyl radical or a 2-, 3- or 4-pyridyl radical.  
     
     
         4 . Compounds according to  claim 4 , wherein R 5  means a branched, saturated or unsaturated alkyl chain with 3 to 10 carbon atoms, an aromatic or heteroaromatic radical with 5-12 carbon atoms, which optionally can be substituted with 1-2 optionally substituted C 1 -C 6  alkyl groups, or an optionally substituted phenyl radical or a 2-, 3- or 4-pyridyl radical.  
     
     
         5 . Compounds according to  claim 1   (5Z,7E)-(1S,3R,24S)-24-Acetoxy-25-(5-butyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-acetoxy-25-(5-butyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-(2,2-dimethyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-(2,2-dimethyl-1-oxopropoxy cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-(2-methyl-1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-(2-methyl-1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-(2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-(2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-[[(ethylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-[[(ethylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-[[(methylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-[[(methylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24S)-25-(5-butyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E,22E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3 ,24-triol tribenzoate    (5Z,7E,22E)-(1S,3R,24S)-24-acetoxy-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-acetoxy-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-(2,2-dimethyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-(2,2-dimethyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-(2-methyl-1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-(2-methyl-1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-benzoyloxy-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-benzoyloxy-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-[[(methylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-[[(methylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-[[(ethylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24[[(ethylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-(4-pyridylcarbonyl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-(4-pyridylcarbonyl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-24-(2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E,22E)-(1S,3R,24R)-24-(2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24R)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24S)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E,22E)-(1S,3R,24R)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E)-(1S,3R,24S)-24-acetoxy-25-(5-butylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-acetoxy-25-(5-butylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-(2,2-dimethyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-(2,2-dimethyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-(2-methyl-1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-(2-methyl-1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-benzoyloxy-25-(5-butylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-benzoyloxy-25-(5-butylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-[[(ethylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-[[(ethylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-[[(methylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-[[(methylamino)carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-(2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-(2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24S)-25-(5-butylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E,22E)-(1S,3R,24R)-25-(5-butylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E)-(1S,3R,24S)-24-acetoxy-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-acetoxy-25-(-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2,2-dimethyl-1-oxopropoxy)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2,2-dimethyl-1-oxopropoxy)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methylthiazole-2-yl)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methylthiazole-2-yl)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2-methyl-1-oxobutoxy)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2-methyl-1-oxobutoxy)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methylthiazole-2-yl)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methylthiazole-2-yl)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methylthiazole-2-yl)-24-(1-oxopentyloxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methylthiazole-2-yl)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-benzoyloxy-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-benzoyloxy-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methylthiazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methylthiazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(ethylamino)carbonyl]oxy]-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(S,3R,24R)-24-[[(ethylamino)carbonyl]oxy]-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(methylamino)carbonyl]oxy]-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(methylamino)carbonyl]oxy]-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-25-(4-methyl-thiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-25-(4-methyl-thiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2-methyl-1-oxopropoxy)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2-methyl-1-oxopropoxy)-25-(4-methylthiazole-2-yl)-26,27cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methylthiazole-2-yl)-(24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methylthiazole-2-yl)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24R)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24S)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E,22E)-(1S,3R,24R)-25-(4-methylthiazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E)-(1S,3R,24S)-24-acetoxy-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-acetoxy-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2,2-dimethyl-1-oxopropoxy)-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2,2-dimethyl-1-oxopropoxy)-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-24-(1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-24-(2-methyl-1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-24-(2-methyl-1-oxobutoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-24-(1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-24-(1-oxopentoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-benzoyloxy-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-benzoyloxy-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(ethylamino)carbonyl]oxy]-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(ethylamino)carbonyl]oxy]-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(methylamino)carbonyl]oxy]-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(methylamino)carbonyl]oxy]-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-25-(4-methyl-oxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-25-(4-methyl-oxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-24-(2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-24-(2-methyl-1-oxopropoxy)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-(24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-26,27-cyclo-9,10-secocholesta-5,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24S)-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E,22E)-(1S,3R,24R)-25-(4-methyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E)-(1S,3R,24S)-24-acetoxy-26,27-cyclo-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-acetoxy-26,27-cyclo-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2,2-dimethyl-1-oxopropoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2,2-dimethyl-1-oxopropoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(1-oxobutoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(1-oxobutoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2-methyl-1-oxobutoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2-methyl-1-oxobutoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(1-oxopropoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(1-oxopropoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(1-oxopentoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(1-oxopentoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-benzoyloxy-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-benzoyloxy-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-24-(4-pyridylcarbonyl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-24-(4-pyridylcarbonyl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(ethylamino)carbonyl]oxy]-25-(3-propyl-1,2,4-pyridylcarbonyl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(ethylamino)carbonyl]oxy]-25-(3-propyl-1,2,4-pyridylcarbonyl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(methylamino)carbonyl]oxy]-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(methylamino)carbonyl]oxy]-25-(3-propyl-1,2,4-oxadiazole-5yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2-methyl-1-oxopropoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2-methyl-1-oxopropoxy)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-25-(1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-25-(1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24R)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24S)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E,22E)-(1S,3R,24R)-25-(3-propyl-1,2,4-oxadiazole-5-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E)-(1S,3R,24S)-24-acetoxy-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-acetoxy-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2,2-dimethyl-1-oxopropoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2,2-dimethyl-1-oxopropoxy)-25-(4-propylamidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(1-oxobutoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(1-oxobutoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2-methyl-1-oxobutoxy)-25-(4-propylimidazole-2-yl)-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2-methyl-1-oxobutoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(1-oxopropoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(1-oxopropoxy)-25-(4-propylamidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(1-oxopentoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(1-oxopentoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-benzoyloxy-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-benzoyloxy-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-25-(4-propylimidazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-25-(4-propylimidazole-2-yl)-26,27-cyclo-24-(4-pyridylcarbonyl)-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(ethylamino)carbonyl]oxy]-25-(4-propylimidazole-2-y)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(ethylamino)carbonyl]oxy]-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(methylamino)carbonyl]oxy]-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(methylamino)carbonyl]oxy]-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(3-hydroxy-2-methyl-1-oxopropoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-(2-methyl-1-oxopropoxy)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-(2-methyl-1-oxopropoxy)-25-(4-propylamidazole-2-yl)-26,17-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-}-24-[[((pentafluorophenyl)amino)-carbonyl]oxy]-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24S)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E)-(1S,3R,24R)-24-[[(2,2-dimethyl-3-hydroxy)-1-oxopropyl]oxy]-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3-diol    (5Z,7E,22E)-(1S,3R,24S)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24R)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tris-isonicotinate    (5Z,7E,22E)-(1S,3R,24S)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    (5Z,7E,22E)-(1S,3R,24R)-25-(4-propylimidazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10(19),22-tetraene-1,3,24-triol tribenzoate    
     
     
         6 . Process for the production of the compounds of general formula I according to  claim 1 , wherein compounds of general formula III  
       
         
           
           
               
               
           
         
       
       are reacted with compounds of general formula IV or V 
       Hal-A  (IV)(A) 2 O  (V) 
       whereby Hal means chlorine or bromine, in a basic medium to form compounds of general formula  
       
         
           
           
               
               
           
         
       
       and then the compound of general formula II is converted into a compound of general formula (I) in any sequence by simultaneous or successive cleavage of hydroxy protective groups and optionally by partial, successive or complete esterification of the free hydroxyl groups, and, if desired, the diastereomers are separated in one of the above-mentioned stages.  
     
     
         7 . Pharmaceutical preparations that contain at least one compound according to  claim 1  together with a pharmaceutically compatible vehicle.  
     
     
         8 . Use of the vitamin D derivatives of general formula I for the production of pharmaceutical agents.  
     
     
         9 . Use according to  claim 8  for the production of pharmaceutical agents for systemic administrations.  
     
     
         10 . Use of the vitamin D derivatives of general formula I according to  claim 8  for the production of a pharmaceutical agent for the treatment of hyperproliferative diseases of the skin (psoriasis, acne, ichthyosis) as well as tumor diseases and precancerous stages (e.g., tumors of the intestines, carcinomas of the breast, lung tumors, prostate carcinomas, leukemias, T-cell lymphomas, actinic keratoses, cervix dysplasias, in addition to auto-immune diseases (multiple sclerosis, diabetes mellitus type I, myasthenia gravis, lupus erythematosus), rejection reactions in the case of autologous, allogeneic or xenogeneic transplants, as well as AIDS; in addition, the therapeutic use is possible in the case of atrophic skin or wound healing, as well as the therapy of secondary hyperparathyroidism, renal osteodystrophia as well as senile and postmenopausal osteoporosis, diabetes mellitus type II and the therapy of degenerative diseases of the peripheral and central nervous system (Alzheimer's disease and amyotrophic lateral sclerosis) as well as also the regulation of hair growth.  
     
     
         11 . Use of vitamin D derivatives of general formula I according to  claim 8 , which antagonize the action of calcitriol in HL 60 cells, for therapy of hypercalcemias (hypervitaminosis D, intoxication with calcitriol or its analogs), or granulomatous diseases (sarcoidosis, tuberculosis) as well as paraneoplastic hypercalcemias (thus osteolytic metastases and tumors with increased synthesis of parathormone-related peptides) and hypercalcemias in the case of hyperparathyroidism, and for birth control or as immunostimulants as well as in the case of hirsutism and for therapy and prophylaxis of arteriosclerosis, and in addition for therapy of inflammatory diseases (rheumatoid arthritis, Crohn's disease, ulcerative colitis, and granulomatous diseases).

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